We visited Portugal for 2 months starting the last 2 weeks of November through the first two weeks of January. We started in the Azores (Sao Miguel and Terceira) and knew we would be facing a tropical environment before moving on to 6 weeks in Lisbon. When we spent a month in Lisbon at the beginning of 2022, the weather was brisk and sunny, but on this trip, we faced an awful lot of rain, humid conditions, and overcast days.
The most important item to consider for this trip is shoes. The beautifully paved streets are precious and not having the right shoe can mean disaster. (In fact, an old high school friend visited Lisbon with his family this past summer and ended up with a torn ACL!)
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Jambu is my go-to for shoes and I wore my Jambu Sunset Too Vegan almost the entire time. In the Azores, I also had hiking boots for the muddy conditions there when we went off-road.
As usual, I dressed in layers with lots of shades of blue. My preferred clothing brands are Stio, Chico’s, J.Crew, and Prana. I brought 3 pairs of pants: jeans, hiking, and sweats/leisure with a mixture of shirts and light jackets.
2 months in portugal
What I Packed
From Left to Right
SHIRT: Stio Women's Divide Shirt in Mountain Shadow Heather
SHIRT: Stio Women's Divide Tee in Summer Cloud Heather
SHIRT Stio Women's Divide LS Tee (similar) in dark blue and light blue
SHIRT: Stio Women's Thermop Fleece Snap Shirt in Wind River Blue (sold out, similar)
SHIRT: Red & White striped from Target
PANTS: Stio Women's Gannett Peak Fleece Pant in Mountain Shadow
JEANS: Chico’s Petite Super Soft Jeans (similar)
PANTS: Halle Pant II from Prana
WINDBREAKER: Stio (no longer available)
VEST: Patagonia Down Vest
JACKET: Stio Women's Skycrest Insulated Snap Shirt in Mulberry
RAINCOAT: Petit Bateau
SCARF: Bought in a little boutique in Dinan France
SOCKS: Bombas Everyday Compression
SHOES: Jambu Synergy Shoes, Jambu Sunset Too Vegan, JBU by Jambu Ariel Water Ready
Not pictured are the bags I brought along, another essential part of being comfortable and having everything you need at your fingertips no matter the circumstances. I brought every bag mentioned in my Best Bags for Walking Around Paris post.
- A coin purse, I have this double-sided coin purses from imeetu perfect for all those Euro coins and bills.
- My Haute Shore cross-body bag called the Casey Yacht in navy where I put my coin purse and cell phone.
- Several reusable sacks from Rock Flower Paper.
- My messenger bag from Jambu. They don't make it anymore. I also have a messenger bags from Timbuk2 which works great. My cross-body bag with my coin purse inside goes into it with my reusable sacks.
- Several tote bags which can also go inside my messenger bag or I carry it on its own.
- My new must-have bag for the plane is this MZ Wallace Medium Tote Bag. It is the ultimate! I have been searching for this for years and it is perfect for travel and folds up into its own carrier, j’adore!
And there you have it – everything you need to pack for a two-month stay in Portugal during the autumn and winter months. No matter where you’re going or for how long, packing in layers is always a good idea. By following a capsule wardrobe philosophy, you can make sure that you have everything you need without overpacking you'll be prepared for whatever the weather throws at you.
How about you? Do you have any packing tips to share? I’d love to hear them in the comments below!
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